Travel Guides: Italy Travel Guide: Overview
In Southern Europe—right in the heart of the Mediterranean—lies a boot-shaped country stuffed to the brim with culture, history and fine cuisine.
One or more kids 20+ required (siblings 17+ ok)
Family — 20s & Beyond
6 days 5 nights
Activity Level: 2-4
From: $5,999 pp dbl occ
($1,800 for sgl occ)
It's a land of legends and natural beauty. Of ancient architecture and extraordinary history and cuisine. Hike on Mount Etna's volcanic slopes and in exquisite hilltop Taormina. Explore Siracusa's rugged Ionian coastline by kayak. Bike through the Iblei mountains and to baroque towns like Scicli and Ragusa. Greek theaters, Roman ruins and welcoming Italian hospitality. Sicily is waiting for your family.
Start/End Catania, Sicily
Start/End locations may vary. Do not book flights until your trip details are confirmed.
Kick off your Sicilian family adventure with fresh-pressed olive oil at a centuries-old working farm | Be immersed in a valley of cherry, almond and citrus orchards | Ride your bike on quiet winding country roads in the Val di Noto | Discover the baroque towns of Scicli and Ragusa | Vacation at our one-of-a-kind hotel, a lovingly restored castle with a fascinating history.
This elegant 900-year-old property, a former hermitage and fortress, sits amid orchards of almonds, figs and olives. (pool)
Ride into the countryside along rolling hills, passing Greek ruins and small towns on the way to Siracusa | Marvel at archaeological treasures | Explore Ortigia, Siracusa’s mesmerizing historic center, on a walking tour | Lounge with your family on the rooftop terrace of our hotel.
Take in stellar sea views at this welcoming resort, perched on a promontory overlooking the Plemmirio Marine Nature Reserve and featuring two private beaches. (pool, spa)
Kayak through a lush nature reserve along the Ciane River, a bird-lover’s paradise | Keep an eye out for egrets, black-winged stilts and flamingos nestled among papyrus plants | Exquisite cuisine and luxury accommodations await just outside of hilltop Taormina, known as the Pearl of Sicily | Gaze out onto an unforgettable panorama over the Ionian Sea | Climb up the picturesque northern slopes of Mount Etna, Europe’s highest active volcano | Follow wooded trails and trek across black lava on the lower flanks of this dramatic peak | The sense of history is almost palpable on a visit to Taormina’s ancient Greek theater | Raise a glass to an extraordinary week with family before a decadent Sicilian dinner by the sea.
Sea-view rooms await at this elegant beachfront property, an early 19th-century villa set among lush gardens by the Mediterranean. (pool, spa)
The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.
Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy in USD.
Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
Group size is required to show per-person pricing. Your group size can be approximate and can change.
Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.
The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Click the arrow to see all bike options.
We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.
Although Sicily is part of Italy, the island can feel worlds away from the mainland, as it remains one of the country's most rural and economically challenged regions. Cycling here is both a physical and cultural experience where a touch of patience and humor go a long way—watch out for that rooster!
It may come as a surprise that in such a beautiful part of the world, litter is quite evident, especially when approaching small villages. If you can't stand the thought of litter marring the setting, we understand. This may not be the trip for you. We are working behind the scenes to improve this aspect of our Sicily trips.